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October 3, 2025

Semiheterogeneous Intrinsic FeTiO3-Photoredox/Ph3N Dual-Catalyzed Fluoroalkylation of N-Heteroarenes with Alkenes and RfSO2Cl

QPQiong-Hui PengUniversity of South China YCYue CaiSinger (United States)HDHui DaiGanzhou People's Hospital

Key Points

The method achieves high yields in the fluoroalkylation of N-heteroarenes, demonstrating functional-group tolerance.
Utilizing FeTiO3 as a semiconductor photocatalyst, reactions are driven by both photogenerated electrons and holes.
This dual-catalytic system avoids stoichiometric redox reagents, significantly enhancing sustainability.
Transformations effectively integrate electron-mediated reduction and oxidative aromatization in a single step.

Abstract

Herein, we report the sustainable semiheterogeneous synthesis of various fluoroalkylated N-heteroarenes using natural intrinsic iron(II) titanium oxide (FeTiO3) as a semiconductor photocatalyst and Ph3N as a redox mediator. This synergistic system combines photogenerated electron-mediated fluoroalkyl sulfonyl chloride (RfSO2Cl) reduction with photogenerated hole-induced oxidative dehydrogenation aromatization, enabling high-yielding transformations with excellent functional-group tolerance while avoiding stoichiometric redox reagents or sacrificial electron donors/acceptors.

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